data_7GB
# 
_chem_comp.id                                    7GB 
_chem_comp.name                                  "6-azanyl-9-[(3~{R})-1-[(~{E})-but-2-enoyl]pyrrolidin-3-yl]-7-(4-phenoxyphenyl)purin-8-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H24 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-10-19 
_chem_comp.pdbx_modified_date                    2024-09-27 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        456.496 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     7GB 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5P9M 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
7GB C2  C1  C 0 1 Y N N N N N -18.784 4.886  0.533   -1.118 -4.636 1.063  C2  7GB 1  
7GB C8  C2  C 0 1 N N N N N N -20.991 6.709  -2.770  -0.840 -0.481 -0.521 C8  7GB 2  
7GB C11 C3  C 0 1 N N R N N N -22.493 6.750  -0.670  -3.284 -0.935 -0.228 C11 7GB 3  
7GB C12 C4  C 0 1 N N N N N N -23.862 6.420  -1.248  -3.675 -0.438 -1.645 C12 7GB 4  
7GB C13 C5  C 0 1 N N N N N N -24.789 7.606  -1.109  -4.886 0.478  -1.367 C13 7GB 5  
7GB C15 C6  C 0 1 N N N N N N -22.568 8.280  -0.422  -3.586 0.315  0.635  C15 7GB 6  
7GB C16 C7  C 0 1 N N N N N N -23.781 9.670  -2.091  -5.685 1.694  0.675  C16 7GB 7  
7GB O17 O1  O 0 1 N N N N N N -24.694 9.808  -2.890  -5.512 1.981  1.844  O17 7GB 8  
7GB C19 C8  C 0 1 N N N N N N -22.271 11.475 -1.188  -7.731 2.995  0.584  C19 7GB 9  
7GB C20 C9  C 0 1 N N N N N N -21.152 12.445 -1.508  -8.933 3.527  -0.153 C20 7GB 10 
7GB C22 C10 C 0 1 Y N N N N N -19.215 6.338  -4.342  1.605  -0.610 -0.593 C22 7GB 11 
7GB C24 C11 C 0 1 Y N N N N N -18.465 7.357  -6.422  3.487  -0.364 -2.059 C24 7GB 12 
7GB C27 C12 C 0 1 Y N N N N N -19.024 5.111  -4.990  2.245  0.169  0.362  C27 7GB 13 
7GB O28 O2  O 0 1 N N N N N N -17.790 6.059  -8.248  5.367  0.911  -1.353 O28 7GB 14 
7GB C30 C13 C 0 1 Y N N N N N -15.600 7.099  -7.923  6.056  2.969  -0.378 C30 7GB 15 
7GB C31 C14 C 0 1 Y N N N N N -14.540 7.754  -8.495  6.697  3.649  0.639  C31 7GB 16 
7GB C32 C15 C 0 1 Y N N N N N -14.582 8.190  -9.813  7.285  2.950  1.677  C32 7GB 17 
7GB C33 C16 C 0 1 Y N N N N N -15.676 7.935  -10.587 7.233  1.569  1.700  C33 7GB 18 
7GB C34 C17 C 0 1 Y N N N N N -16.722 7.196  -10.018 6.593  0.883  0.686  C34 7GB 19 
7GB N1  N1  N 0 1 Y N N N N N -17.837 4.730  -0.385  0.197  -4.590 0.974  N1  7GB 20 
7GB N3  N2  N 0 1 Y N N N N N -19.990 5.396  0.303   -1.882 -3.620 0.717  N3  7GB 21 
7GB C4  C18 C 0 1 Y N N N N N -20.249 5.859  -0.944  -1.345 -2.492 0.264  C4  7GB 22 
7GB C5  C19 C 0 1 Y N N N N N -19.273 5.711  -1.993  0.044  -2.399 0.159  C5  7GB 23 
7GB C6  C20 C 0 1 Y N N N N N -17.973 5.185  -1.672  0.816  -3.498 0.530  C6  7GB 24 
7GB N7  N3  N 0 1 N N N N N N -21.304 6.465  -1.489  -1.862 -1.284 -0.167 N7  7GB 25 
7GB N9  N4  N 0 1 N N N N N N -19.745 6.321  -3.114  0.328  -1.127 -0.335 N9  7GB 26 
7GB O10 O3  O 0 1 N N N N N N -21.808 7.319  -3.570  -0.954 0.654  -0.944 O10 7GB 27 
7GB N14 N5  N 0 1 N N N N N N -23.718 8.627  -1.222  -4.800 0.901  0.038  N14 7GB 28 
7GB C18 C21 C 0 1 N N N N N N -22.681 10.660 -2.203  -6.858 2.213  -0.045 C18 7GB 29 
7GB N21 N6  N 0 1 N N N N N N -16.867 5.049  -2.534  2.200  -3.453 0.444  N21 7GB 30 
7GB C23 C22 C 0 1 Y N N N N N -18.973 7.463  -5.162  2.228  -0.873 -1.806 C23 7GB 31 
7GB C25 C23 C 0 1 Y N N N N N -18.240 6.123  -6.997  4.128  0.410  -1.103 C25 7GB 32 
7GB C26 C24 C 0 1 Y N N N N N -18.494 4.977  -6.265  3.503  0.677  0.107  C26 7GB 33 
7GB C29 C25 C 0 1 Y N N N N N -16.693 6.781  -8.714  5.997  1.583  -0.354 C29 7GB 34 
7GB H1  H1  H 0 1 N N N N N N -18.557 4.575  1.542   -1.584 -5.540 1.427  H1  7GB 35 
7GB H2  H2  H 0 1 N N N N N N -22.392 6.248  0.303   -3.904 -1.779 0.075  H2  7GB 36 
7GB H3  H3  H 0 1 N N N N N N -24.287 5.562  -0.707  -2.858 0.128  -2.094 H3  7GB 37 
7GB H4  H4  H 0 1 N N N N N N -23.755 6.166  -2.313  -3.962 -1.275 -2.281 H4  7GB 38 
7GB H5  H5  H 0 1 N N N N N N -25.528 7.669  -1.921  -4.848 1.350  -2.020 H5  7GB 39 
7GB H6  H6  H 0 1 N N N N N N -25.307 7.634  -0.139  -5.812 -0.071 -1.536 H6  7GB 40 
7GB H7  H7  H 0 1 N N N N N N -21.660 8.792  -0.774  -3.774 0.026  1.669  H7  7GB 41 
7GB H8  H8  H 0 1 N N N N N N -22.730 8.510  0.641   -2.758 1.021  0.584  H8  7GB 42 
7GB H9  H9  H 0 1 N N N N N N -22.721 11.431 -0.207  -7.578 3.250  1.622  H9  7GB 43 
7GB H10 H10 H 0 1 N N N N N N -20.915 13.041 -0.614  -9.537 2.693  -0.512 H10 7GB 44 
7GB H11 H11 H 0 1 N N N N N N -20.259 11.884 -1.822  -9.528 4.144  0.520  H11 7GB 45 
7GB H12 H12 H 0 1 N N N N N N -21.469 13.115 -2.321  -8.603 4.128  -1.001 H12 7GB 46 
7GB H13 H13 H 0 1 N N N N N N -18.235 8.253  -6.979  3.971  -0.568 -3.003 H13 7GB 47 
7GB H14 H14 H 0 1 N N N N N N -19.307 4.212  -4.463  1.759  0.377  1.303  H14 7GB 48 
7GB H15 H15 H 0 1 N N N N N N -15.584 6.836  -6.876  5.597  3.516  -1.189 H15 7GB 49 
7GB H16 H16 H 0 1 N N N N N N -13.652 7.935  -7.907  6.740  4.728  0.623  H16 7GB 50 
7GB H17 H17 H 0 1 N N N N N N -13.745 8.733  -10.227 7.786  3.484  2.471  H17 7GB 51 
7GB H18 H18 H 0 1 N N N N N N -15.734 8.291  -11.605 7.698  1.025  2.509  H18 7GB 52 
7GB H19 H19 H 0 1 N N N N N N -17.578 6.946  -10.628 6.553  -0.196 0.704  H19 7GB 53 
7GB H20 H20 H 0 1 N N N N N N -22.171 10.741 -3.151  -7.011 1.958  -1.083 H20 7GB 54 
7GB H21 H21 H 0 1 N N N N N N -16.112 4.616  -2.042  2.641  -2.648 0.131  H21 7GB 55 
7GB H22 H22 H 0 1 N N N N N N -17.123 4.482  -3.317  2.727  -4.227 0.696  H22 7GB 56 
7GB H23 H23 H 0 1 N N N N N N -19.200 8.445  -4.775  1.730  -1.475 -2.550 H23 7GB 57 
7GB H24 H24 H 0 1 N N N N N N -18.285 4.001  -6.677  4.003  1.280  0.851  H24 7GB 58 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
7GB C33 C34 DOUB Y N 1  
7GB C33 C32 SING Y N 2  
7GB C34 C29 SING Y N 3  
7GB C32 C31 DOUB Y N 4  
7GB C29 O28 SING N N 5  
7GB C29 C30 DOUB Y N 6  
7GB C31 C30 SING Y N 7  
7GB O28 C25 SING N N 8  
7GB C25 C24 DOUB Y N 9  
7GB C25 C26 SING Y N 10 
7GB C24 C23 SING Y N 11 
7GB C26 C27 DOUB Y N 12 
7GB C23 C22 DOUB Y N 13 
7GB C27 C22 SING Y N 14 
7GB C22 N9  SING N N 15 
7GB O10 C8  DOUB N N 16 
7GB N9  C8  SING N N 17 
7GB N9  C5  SING N N 18 
7GB O17 C16 DOUB N N 19 
7GB C8  N7  SING N N 20 
7GB N21 C6  SING N N 21 
7GB C18 C16 SING N N 22 
7GB C18 C19 DOUB N E 23 
7GB C16 N14 SING N N 24 
7GB C5  C6  DOUB Y N 25 
7GB C5  C4  SING Y N 26 
7GB C6  N1  SING Y N 27 
7GB C20 C19 SING N N 28 
7GB N7  C4  SING N N 29 
7GB N7  C11 SING N N 30 
7GB C12 C13 SING N N 31 
7GB C12 C11 SING N N 32 
7GB N14 C13 SING N N 33 
7GB N14 C15 SING N N 34 
7GB C4  N3  DOUB Y N 35 
7GB C11 C15 SING N N 36 
7GB N1  C2  DOUB Y N 37 
7GB N3  C2  SING Y N 38 
7GB C2  H1  SING N N 39 
7GB C11 H2  SING N N 40 
7GB C12 H3  SING N N 41 
7GB C12 H4  SING N N 42 
7GB C13 H5  SING N N 43 
7GB C13 H6  SING N N 44 
7GB C15 H7  SING N N 45 
7GB C15 H8  SING N N 46 
7GB C19 H9  SING N N 47 
7GB C20 H10 SING N N 48 
7GB C20 H11 SING N N 49 
7GB C20 H12 SING N N 50 
7GB C24 H13 SING N N 51 
7GB C27 H14 SING N N 52 
7GB C30 H15 SING N N 53 
7GB C31 H16 SING N N 54 
7GB C32 H17 SING N N 55 
7GB C33 H18 SING N N 56 
7GB C34 H19 SING N N 57 
7GB C18 H20 SING N N 58 
7GB N21 H21 SING N N 59 
7GB N21 H22 SING N N 60 
7GB C23 H23 SING N N 61 
7GB C26 H24 SING N N 62 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
7GB InChI            InChI                1.03  "InChI=1S/C25H24N6O3/c1-2-6-21(32)29-14-13-18(15-29)31-24-22(23(26)27-16-28-24)30(25(31)33)17-9-11-20(12-10-17)34-19-7-4-3-5-8-19/h2-12,16,18H,13-15H2,1H3,(H2,26,27,28)/b6-2+/t18-/m1/s1" 
7GB InChIKey         InChI                1.03  ZHAZXTKPNSTGRP-OBNPVOHOSA-N                                                                                                                                                                
7GB SMILES_CANONICAL CACTVS               3.385 "C/C=C/C(=O)N1CC[C@H](C1)N2C(=O)N(c3ccc(Oc4ccccc4)cc3)c5c(N)ncnc25"                                                                                                                        
7GB SMILES           CACTVS               3.385 "CC=CC(=O)N1CC[CH](C1)N2C(=O)N(c3ccc(Oc4ccccc4)cc3)c5c(N)ncnc25"                                                                                                                           
7GB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C/C=C/C(=O)N1CC[C@H](C1)N2c3c(c(ncn3)N)N(C2=O)c4ccc(cc4)Oc5ccccc5"                                                                                                                        
7GB SMILES           "OpenEye OEToolkits" 2.0.6 "CC=CC(=O)N1CCC(C1)N2c3c(c(ncn3)N)N(C2=O)c4ccc(cc4)Oc5ccccc5"                                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           7GB 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.6 
_pdbx_chem_comp_identifier.identifier        "6-azanyl-9-[(3~{R})-1-[(~{E})-but-2-enoyl]pyrrolidin-3-yl]-7-(4-phenoxyphenyl)purin-8-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
7GB "Create component" 2016-10-19 RCSB 
7GB "Initial release"  2017-05-24 RCSB 
7GB "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            7GB 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C19 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
